Upgrading your Mac to a smaller internal drive
When looking to upgrade your Mac to a newer Mac, how should you decide how much space is needed on the new Mac's internal drive / SSD?
If "optimise mac storage" is not being used, the answer is simple: you need at least the same disk storage on the new Mac as you are using on the old.
However, if using the magic of "optimise mac storage" on the old Mac, your machine is storing some data on iCloud (and the Mac stores a link to the file(s) in question). So this means any Time Machine backups will only be able to back up the links instead of the whole file(s).
Is migration assistance intelligent enough to figure out that when moving data from Time Machine to the new Mac, if it comes across a link to a file on iCloud, it needs to restore the link and not attempt to restore the full file (as this won't fit)